Synthesis of a Donor-Stabilized Silacyclopropan-1-one (pages 4426–4430)
Dr. Ricardo Rodriguez, Dr. Thibault Troadec, Dr. David Gau, Dr. Nathalie Saffon-Merceron, Dr. Daisuke Hashizume, Dr. Karinne Miqueu, Dr. Jean-Marc Sotiropoulos, Dr. Antoine Baceiredo and Dr. Tsuyoshi Kato
Article first published online: 8 APR 2013 | DOI: 10.1002/anie.201210010
As intriguing as the Bermuda Triangle: The synthesis and characterization of an isolable silacyclopropan-1-one (see structure; red O, blue N, green Si, yellow P) was made possible by stabilization through intramolecular coordination by a Lewis base. However, this silacyclopropan-1-one, which contains a significantly elongated endocyclic CC σ bond, remains highly reactive and underwent an unprecedented silanone–silenol rearrangement under mild conditions.